HuagongsheHuagongshe Chemistry Print Report · For research reference only
5,5-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione → 2-amino-3-(4-chlorophenyl)-N-(2,2-diethoxyethyl)-N-isopropylpropionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5,5-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione | HCID 90509 | — |
| Reactant | Allyl {2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethyl}carbamate | HCID 86597579 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-amino-3-(4-chlorophenyl)-N-(2,2-diethoxyethyl)-N-isopropylpropionamide | HCID 67341646 | — |
Reaction Steps
10 mg of palladium tetrakistriphenylphosphine are added to a solution of 13.2 g of allyl {2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethyl}carbamate, 18.9 g of dimethylbarbituric acid in 140 ml of methylene chloride under a protective argon gas atmosphere, and the reaction mixture is stirred for 12 h at room temperature. The reaction solution is concentrated under reduced pressure and purified by flash chromatography on silica gel (eluent methylene chloride, 1% Et3N, 0-10% methanol). The desired product is obtained with MW=356.90 (calculated monoisotopic); measured value (M−C2H6O+H)+: 311.10
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994168B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-0525ccb1ade64faaba70a13542282546 |
| Source note | uspto-grants-2011_08 |